| The Wolves | Watchhouse | 4:05 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Porch Light | Aoife O'Donovan | 3:17 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Til It's Gone | Po' Girl | 5:14 | |
| Is It Like Today | Eliza Gilkyson | 5:49 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| Goodnight Irene | Kelly Joe Phelps | 5:39 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Crocodile Man | Dave Carter, Tracy Grammer | 3:02 | |
| Love, Love, Love | Vidar Vang, Tift Merritt | 4:06 | |
| Pacing The Cage | Bruce Cockburn | 4:40 | |
| My Love for You Will Not Fade | Caitlin Canty | 3:52 | |
| The Matador | Gretchen Peters | 4:18 | |
| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Urge for Going - 2008 Remaster | Tom Rush | 5:51 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Terms of My Surrender | John Hiatt | 3:29 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Unlock more with Songs Like X Pro |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| One Red Rose | Jeffrey Foucault | 3:17 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Where is the Heart of My Country | Caitlin Canty | 5:13 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Land of the Bottom Line | John Gorka | 3:33 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| Hey Stranger | Watchhouse | 3:27 | |
| When You're My Age (feat. Hillary Lindsey & Liz Rose) | Lori McKenna, Liz Rose, Hillary Lindsey | 5:11 | |
| Counting the Hours | Two Dollar Pistols, Tift Merritt | 3:42 | |
| Americans in Corduroys | Jeffrey Foucault | 4:49 | |
| It's Enough (feat. Tift Merritt) | Michael Wexler, Tift Merritt | 3:35 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| Wayfaring Stranger | Traditional, Tift Merritt | 3:38 | |
| Dream in Blue | The Stray Birds | 3:32 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Ship Out On The Sea | The Be Good Tanyas | 4:17 | |
| These Days | Jackson Browne | 4:44 | |
| See You On The Moon | Tift Merritt | 4:33 | |
| Don't Think Twice, It's All Right | Indigo Girls | 3:21 | |
| Oh, Atlanta | Alison Krauss | 4:43 | |
| Mixtape | Tift Merritt | 3:18 | |
| Bird Of Freedom | Tift Merritt | 4:06 | |
| Please Read The Letter | Robert Plant, Alison Krauss | 5:53 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
